Wilmer Valderrama dated Lindsay Lohan for several months before the couple split in 2004 (Photo: Reuters).

Are Demi Lovato and Wilmer Valderrama dating or back in a relationship? The former couple reportedly started dating in the summer of 2010 and broke up in June 2011, but they never confirmed the relationship. However, Lovato and Valderrama were spotted holding hands over the weekend at Knott’s Berry Farm’s Halloween Haunt. The pair were also spotted last Sunday at Disneyland Resort, accompanied by members of Valderrama’s family, sparking rumors that Lovato really is his girlfriend this time. But is she making a mistake?

Lovato may want to tread carefully. Valderrama has a reputation for being a player and has gone through numerous girlfriends throughout his career, many of whom have regretted their relationship with him. Check out Valderrama’s complete dating and relationship history since his initial rise to fame.

The ‘90s starlets began dating in 1998, when he had just begun acting as Fez on That ‘70s Show and she was a full-blown movie star with I Know What You Did Last Summer and Can’t Hardly Wait. The relationship didn’t last long, but Valderrama milked it for press years later when he told Howard Stern that she was an “8” out of 10 in bed.

2. Mila Kunis

Mila Kunis looks angelic in white Burberry at the Toronto Film Festival where she is supporting her latest film Third Person.

Neither Kunis nor Valderrama have confirmed that they dated, but the pair were reportedly an item back in 1999. The rumors sparked controversy because Kunis was 16 at the time and he was 19, triggering age of consent concerns. Of course, Kunis has since gone on to be with another That ‘70s Show co-star — Ashton Kutcher.

Valderrama and Moore dated in 2001 and 2002, marking the first boyfriend for the then-teen idol. Moore made sure to keep their relationship relatively under wraps, but Valderrama spilled the beans about their dating life once again to Howard Stern, declaring that sex with her “was good, but it wasn’t like warm apple pie.” Moore confessed being hurt by the interview, claiming that his comments were “utterly tacky, not even true.”

4. Lindsay Lohan

The actress reportedly took an anxiety pill after spotting two dwarves in 2006.

Once again, Valderrama sparked age of consent concerns when, at the age of 24, he began dating 17-year-old Lohan. Of course, her momager, Dina, made sure to keep their relationship very public and declared that the actor was her daughter’s “first love.” She even made a guest appearance that year on That ‘70s Show.

The younger sister should have learned that Valderrama would eventually blab about their sex life to Howard Stern, but she dated him anyway in 2005. The following year, he told the shock jock that he was a “screamer” in bed. Simpson has said that her hit song “Boyfriend” is about her split with Valderrama and the drama afterwards.

6. Avril Lavigne

Singers Avril Lavigne and Chad Kroeger arrive on the red carpet for the MuchMusic Video Awards (MMVAs) in Toronto, June 16, 2013.

After a break from dating A-list stars, probably to cool his reputation of being a total jerk, he began dating good friend Avril Lavigne in 2009. The romance came right after she divorced Sum 41 frontman Deryck Whibley and only lasted for three months; sources say the friends just simply weren’t meant to be involved romantically.

7. Minka Kelly

Minka Kelly smolders in her tight dress at the 2013 Fox Fall Eco-Casino Party in Santa Monica, CA.

The actress began dating him in March 2012, and Valderrama seemed to have learned his lesson from previous incidents and kept their romance quiet. When quizzed about their relationship by Ryan Seacrest, the actor said they were just friends. They reportedly broke up at the end of that year.